Cottages in Rutland

Rutland is England's smallest county, and it certainly lives up to its motto of 'Much in Little'! This is the perfect place for a rural escape and tour the picturesque towns and villages set in wonderful countryside. Rutland Water is the ideal place to try your hand at watersports, cycling, fishing or even bird watching. Whereas the towns of Oakland and Uppingham offer a range of boutiques known for their antiques and galleries. For all foodies, Rutland is known as the County of Good Taste and has a wide and varied selection of local providers where you can sample their produce at one of the farmer's markets, or local pubs. There is even a food and drink cycling route! This small county has so much to offer for a staycation so search our cottages in Rutland to find the perfect fit for you and your family.

normanton church on rutland water

Popular Holiday Cottages in Rutland

Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Caldecott, near Uppingham, Rutland

Fairchilds - Big Drift Barn

Hot Tub
Luxury
Wifi
  • 11 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£3,818
View
Reserve today for only 25%
Exterior | Middle Cottage, Easton on the Hill, Stamford

Easton on the Hill, Stamford, Rutland

Middle Cottage

Luxury
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£417
View
Exterior | Bakers Retreat, Exton, near Oakham

Exton, near Oakham, Rutland

Bakers Retreat

Wifi
Car parking on site
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.5

out of 5

7 nights

From

£605
View
Living area | Kings Retreat, Oakham

Oakham, Rutland

Kings Retreat

Wifi
Pub within 1 mile
Garden / Patio
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 nights

From

£493
View
Reserve today for only £25
Interior | Pasque Cottage, Barnack

Barnack, Cambridgeshire

Pasque Cottage

Luxury
Wifi
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£357
View
Exterior | Teddy’s Cottage, Market Overton

Market Overton, Rutland

Teddy’s Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 3 Pets

4

out of 5

7 nights

From

£533
View
Living room | The Granary, Braunston, near Oakham

Braunston, near Oakham, Rutland

The Granary

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£895
View
Reserve today for only £25
Exterior | Victory Cottage, Cottesmore

Cottesmore, Rutland

Victory Cottage

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£685
View
Open plan living space | The Old Stables - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Old Stables

Luxury
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

4.5

out of 5

7 nights

From

£1,780
View
Exterior | Well Cottage, Cottesmore, near Oakham

Cottesmore, near Oakham, Rutland

Well Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£825
View
Reserve today for only £25
Attractive holiday home | The Coach House, Great Easton, near Market Harborough

Great Easton, near Market Harborough, Leicestershire

The Coach House

Wifi
Car parking on site
Pub within 1 mile
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.2

out of 5

7 nights

From

£383
View
Reserve today for only £25
Exterior | The Stables, Langham

Langham, Rutland

The Stables

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£343
View
Reserve today for only £25

Dog Friendly Cottages in Rutland

Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Caldecott, near Uppingham, Rutland

Fairchilds - Big Drift Barn

Hot Tub
Luxury
Wifi
  • 11 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£3,818
View
Reserve today for only 25%
Exterior | Middle Cottage, Easton on the Hill, Stamford

Easton on the Hill, Stamford, Rutland

Middle Cottage

Luxury
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£417
View
Living area | Kings Retreat, Oakham

Oakham, Rutland

Kings Retreat

Wifi
Pub within 1 mile
Garden / Patio
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.3

out of 5

7 nights

From

£493
View
Reserve today for only £25
Interior | Pasque Cottage, Barnack

Barnack, Cambridgeshire

Pasque Cottage

Luxury
Wifi
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£357
View
Exterior | Teddy’s Cottage, Market Overton

Market Overton, Rutland

Teddy’s Cottage

Wifi
Enclosed Garden / Patio
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 3 Pets

4

out of 5

7 nights

From

£533
View
Living room | The Granary, Braunston, near Oakham

Braunston, near Oakham, Rutland

The Granary

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£895
View
Reserve today for only £25
Living area | Lily Pad 8 - Lily Pad Cottages, Nassington, near Stamford

Nassington, near Stamford, Northamptonshire

Lily Pad Cottages - Lily Pad 8

Wifi
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£900
View
Exterior | Victory Cottage, Cottesmore

Cottesmore, Rutland

Victory Cottage

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£685
View
Living room | Redcot Gardens, Stamford

Stamford, Lincolnshire

Redcot Gardens

Wifi
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£961
View
Exterior | Lily Pad 1 - Lily Pad Cottages, Nassington, near Stamford

Nassington, near Stamford, Northamptonshire

Lily Pad Cottages - Lily Pad 1

Wifi
Swimming pool
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£1,019
View
Open plan living space | Lily Pad 9 - Lily Pad Cottages, Nassington, near Stamford

Nassington, near Stamford, Northamptonshire

Lily Pad Cottages - Lily Pad 9

Wifi
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£900
View

Luxury Holiday Cottages in Rutland

Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Caldecott, near Uppingham, Rutland

Fairchilds - Big Drift Barn

Hot Tub
Luxury
Wifi
  • 11 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£3,818
View
Reserve today for only 25%
Exterior | Middle Cottage, Easton on the Hill, Stamford

Easton on the Hill, Stamford, Rutland

Middle Cottage

Luxury
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£417
View
Interior | Pasque Cottage, Barnack

Barnack, Cambridgeshire

Pasque Cottage

Luxury
Wifi
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£357
View
Living room | The Granary, Braunston, near Oakham

Braunston, near Oakham, Rutland

The Granary

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£895
View
Reserve today for only £25
Exterior | Victory Cottage, Cottesmore

Cottesmore, Rutland

Victory Cottage

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£685
View
Delightful living room with an open fire | Jack’s Cottage, Easton On The Hill, near Stamford

Easton On The Hill, near Stamford, Northamptonshire

Jack’s Cottage

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

3

out of 5

7 nights

From

£417
View
Open plan living space | The Old Stables - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Old Stables

Luxury
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

4.5

out of 5

7 nights

From

£1,780
View
Exterior | Swift Nest Cottage, Easton On The Hill, near Stamford

Easton On The Hill, near Stamford, Lincolnshire

Swift Nest Cottage

Luxury
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£605
View
Reserve today for only £25
Exterior | Old Ford Place, Stamford

Stamford, Lincolnshire

Old Ford Place

Luxury
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£1,090
View
Reserve today for only £25
Exterior | The Tack Room - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Tack Room

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 3 Pets

5

out of 5

7 nights

From

£1,077
View
Living room | Stamford Townhouse, Stamford

Stamford, Lincolnshire

Stamford Townhouse

Luxury
Wifi
Pub within 1 mile
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£998
View

Inspiration of things to see and do in our Rutland cottages

Delve into the local history and culture of Rutland at the Rutland County Museum. The museum houses a variety of artefacts, documents, and exhibits that provide insights into the county's past. With the largest collection of cottages in England we have the perfect home away from home for you.

Here are the top five things to see and do from our Rutland cottages:

Rutland Water

This large reservoir is the centrepiece of Rutland and offers a wealth of activities. Explore the scenic shores by foot or bike on the Rutland Water Park Trail, or take to the water for sailing, kayaking, or paddleboarding. Birdwatchers will delight in the abundance of wildlife and the Rutland Water Nature Reserve.

Oakham Castle

Visit the historic Oakham Castle, known for its unique collection of over 200 horseshoes hanging from the ceiling. Each horseshoe was donated by visiting royalty and nobility as a tradition dating back centuries.

Normanton Church Museum

Marvel at the picturesque Normanton Church, standing right on the edge of Rutland Water. The church has been converted into a museum, showcasing the history of the reservoir and its construction.

Rutland Falconry and Owl Centre

Get up close and personal with magnificent birds of prey at the Rutland Falconry and Owl Centre. Enjoy flying displays and the opportunity to handle these majestic creatures.

Uppingham

Explore the charming market town of Uppingham, known for its historic buildings, quaint streets, and independent shops. Don't miss Uppingham School, an esteemed institution with a rich heritage.

More Popular Destinations Around England 

West Midlands cottages

Cottages in Berkshire

Holiday cottages in Leicestershire

London cottages

normanton church on rutland water

Explore

A father hugging his son

Sign up for a chance to win £500!

Stay updated on the latest deals, exclusive offers and new holiday destinations by joining the cottages.com newsletter! Register today and automatically be entered into our prize draw to win a £500 voucher.

Click here for terms and conditions. You can opt out anytime by using the unsubscribe link in our emails. We will use your information as per our Privacy Notice.